Need a charming riverfront getaway in central Connecticut? Head to Middletown! Nestled along the Connecticut River, Middletown is a vibrant college town with historic charm, scenic trails, and global cuisine. Whether you're strolling Main Street, kayaking the river, or attending a festival, Middletown is a delightful New England destination.

Middletown, CT Highlights:

  • Stroll along historic Main Street: Shop local boutiques, grab a latte, or dine at acclaimed restaurants along a lively and walkable strip.
  • Explore Wesleyan University’s beautiful campus: Visit the art gallery, catch a performance, or walk peaceful paths through one of Connecticut’s top liberal arts schools.
  • Kayak or picnic at Harbor Park: Enjoy riverside views, boat rentals, and shaded spots just steps from downtown.
  • Hike at Wadsworth Falls State Park: Discover waterfalls, wooded trails, and swimming areas just minutes from the city center.
  • Take the kids to Kidcity Children’s Museum: An interactive, imagination-powered museum designed especially for ages 1–7.

Best Time to Visit Middletown, CT

The best time to visit Middletown is in the spring and fall (April–June and September–October). Spring blooms and fall foliage make this historic town especially picturesque. Summer offers great weather for kayaking, outdoor dining, and park visits, while winter brings a quieter, cozy downtown vibe.

How to Get to Middletown, CT

  • If you are traveling by car: Middletown is along Route 9, about 30 minutes from Hartford and 45 minutes from New Haven or the Connecticut shoreline.
  • By Train: While Middletown doesn’t have its own train station, Amtrak and Shore Line East service nearby towns like Meriden and Old Saybrook with short drive connections.
  • By Air: Bradley International Airport (BDL) is about 45 minutes north and serves most major airlines.

Where to Stay in Middletown, CT

  • Inn at Middletown – Historic boutique hotel with elegant rooms, fine dining, and a prime location on Main Street.
  • SpringHill Suites by Marriott – Spacious suites with modern amenities just a short drive from downtown.
  • Wesley Inn & Suites – Budget-friendly and convenient for Wesleyan visitors or road trippers passing through.

Best Things to Do in Middletown, CT

Kidcity Children's Museum


Let kids play and explore imaginative exhibits on a fun, hands-on family trip.

Kidcity Children's Museum

© Kidcity Children's Museum

The Kidcity Children's Museum is made up of three floors offering all manner of imaginative play for children between the ages of one and seven, along with their families. Every exhibit at the museum is unique and handmade, created by Kidcity’s in-house artists who are passionate about inspiring playfulness in people of all ages. Exhibits include the Fishery, in which children can use pulley baskets and conveyors to bring in that day’s catch; the Middleshire, a tiny medieval village where children can construct a castle; and the Space Age Roadtrip, during which friendly aliens travel along Route 66.

119 Washington St, Middletown, CT 06457, Phone: 860-347-0495

Wadsworth Falls State Park


Hike wooded trails and see scenic waterfalls on an easy spring outing.

Wadsworth Falls State Park

© Jennifer/stock.adobe.com

The Wadsworth Falls State Park provides visitors with various trails for biking and hiking throughout the park, as well as a chance to enjoy a beautiful waterfall. Guests in the state park can also use the picnic area and the designated area for swimming. Visitors wanting to swim or have a picnic in Wadsworth Falls State Park should keep in mind that picnicking and swimming is not allowed around the Big Falls, as the area is meant for only short visits of people viewing the scenic waterfall. The falls can viewed by taking the path from the parking lot on Cherry Hill Road.

721 Wadsworth St, Middletown, CT 06457

Attractions for Couples

Wesleyan University


Stroll the historic campus and admire classic architecture on a quiet retirement visit.

Wesleyan University

© Wesleyan University

Wesleyan University in Middletown, Connecticut was established back in the year 1831 and is an energetic and diverse community for the liberal arts, a place where practical idealism and critical thinking go together. The 316-acre historic and beautiful New England campus provides a comfortable, collaborative, and intimate environment for learning that is supported by unique opportunities for research, cutting-edge facilities, and renowned faculty. Wesleyan University is a two-hour scenic drive from both the cities of Boston and New York City, nestled within the heart of the state of Connecticut and open for visitors to come and explore.

45 Wyllys Ave, Middletown, CT 06459, Phone: 860-685-2000

Empower Leadership Sports & Adventure Center


Zipline through trees and tackle obstacle courses on an exciting weekend adventure.

Empower Leadership Sports & Adventure Center

© glisic_albina/stock.adobe.com

The Empower Leadership Sports & Adventure Center is the only fully-guided zipline tours in southern New England. The adventure center has a number of thrilling outdoor adventures that visitors can choose from, such as scavenger hunts, compass, navigation, more than half a mile of ziplining, aerial adventures, combination adventures, and tree climbing. The Empower Leadership Sports and Adventure Center features 2,500 feet of zip lines, with many different options to choose from, including moonlight zipline tours, which are available monthly. The center offers exciting and memorable outdoor adventures experiences for visitors of all levels of experience.

2011 S Main St, Middletown, CT 06457, Phone: 860-638-4754

General Mansfield House


Tour preserved rooms and discover local history on an affordable cultural trip.

General Mansfield House

© General Mansfield House

The General Mansfield House serves as the headquarters for the Middlesex County Historical Society and is of the few remaining residential structures standing along Main Street of Middletown, Connecticut. The historic house was constructed by Catherine and Samuel Livingston Mather in the year 1817. Their daughter, Louisa, married Joseph Mansfield. Generations of the family lived in the house until it became the society’s headquarters in 1959. The garden in the front features a formal herb garden, along with a border of fragrant lilacs during the spring. Behind the General Mansfield House is the Rose Garden with several different varieties.

151 Main St, Middletown, CT 06457, Phone: 860-346-0746

Recommended Activities for Families

Van Vleck Observatory


Look at the stars and explore astronomy exhibits on an unusual kids outing.

Van Vleck Observatory

© Van Vleck Observatory

The Van Vleck Observatory is owned and operated by the Wesleyan University in Middletown, constructed back in 1914. The astronomical observatory is named for John M. Van Vleck, a former head professor for the university’s Department of Mathematics and Astronomy. The Van Vleck Observatory contains three telescopes. The 16-inch telescope and the 20-inch telescope are used during the public observation nights each week, which are open to the general public. The third telescope housed inside of the Van Vleck Observatory is a 24-inch Perkins Telescope, used mostly for research purposes. The Perkins Telescope is one of the New England region’s largest telescopes.

96 Foss Hill, Middletown, CT 06459, Phone: 860-685-2130

Artfarm


Enjoy live performances and explore creative workshops on a summer arts-focused trip.

Artfarm

© Artfarm

Artfarm is a non-profit, independent organization that was established in 2001. The arts organization is committed to producing high quality theater performances with a commitment as well to social action, environmental sustainability, and simple living. ARTFARM is focused on the ideas of open space and farm preservation, and the rising rate of developers consuming the precious lands in Connecticut is of great concern to the organization. As a result, ARTFARM is a small working organic farm, a theater, and a workshop and retreat center where artists, underserved youth, activists, and simply good people can come for inspiration and renewal.

119 Highland Ave, Middletown, CT 06457, Phone: 860-346-4390

Dart Island State Park


Paddle the Connecticut River and relax onshore during a peaceful couples escape.

Dart Island State Park

© Marina P./stock.adobe.com

Dart Island State Park, technically located in the town of Middletown, Connecticut, is a recreation area open to the general public. The state park is made up of approximately nineteen acres of undeveloped land on a sandbar island. Dart Island State Park is situated in the middle of the Connecticut River and can only be reached by boat. This sandbar island features a wooded area filled with what are described as “typical river trees,” such as red maple, poplar, and willow. Dart Island State Park has no public facilities, and is often used for fishing, boating, and bird watching.

Middletown, CT 06457, Phone: 860-424-3200

Where to Eat:

Taino Smokehouse


Savor smoky barbecue and enjoy bold flavors on a quick, affordable food stop.

Taino Smokehouse

© Taino Smokehouse

The Taino Smokehouse is a small place with quite a bit of heart focusing on the craft of providing quality barbecue and hospitality. The little smokehouse uses just a few natural simple elements, fire, pepper, and salt to make their barbecue. Taino Smokehouse works hard to offer the purist barbecue anywhere within the Northeast. Hospitality is the main goal of the full-service restaurant, striving to make sure every guest feels like family when they come in. Taino Smokehouse waits until the fire in the pit begins to produce a hot blue smoke before putting the barbecue on the pit.

482 South Main St, Middletown, CT 06457, Phone: 860-358-9828

More Places to Eat in Middletown, CT

  • Istanbul Restaurant – Local favorite for authentic Turkish cuisine with warm hospitality and generous portions.
  • O'Rourke’s Diner – Iconic Irish-American diner known for creative takes on classic breakfast and brunch fare.
  • Esca Restaurant & Wine Bar – Upscale American bistro with seasonal dishes and a romantic patio.

If you are interested in local events:

  • Annual Daffodil Festival (April, nearby Meriden) – Celebrate spring with food, music, and thousands of blooming daffodils.
  • Middletown Pride (June) – Inclusive celebration featuring a parade, performances, and Main Street festivities.
  • Cruise Night on Main (Summer) – Classic cars, live music, and family-friendly fun along the historic downtown strip.

If you are looking for unique day trips within 30 Minutes of Middletown, Connecticut:

  • Gillette Castle State Park (25–30 min) – Tour a whimsical medieval-style mansion perched above the Connecticut River.
  • Chester (25–30 min) – Discover a charming artsy village with galleries, river ferries, and great restaurants.
  • Hartford (30 min) – Visit the Mark Twain House, Connecticut Science Center, or Wadsworth Atheneum.
  • New Britain Museum of American Art (30 min) – World-class collection in a compact, walkable gallery setting.
  • Devil’s Hopyard State Park (30 min) – Hike scenic woodland trails and see the dramatic Chapman Falls.
  • Brownstone Adventure Sports Park (Portland) (15–20 min) – Zipline, cliff jump, or kayak at this quarry-turned-playground.

Frequently Asked Questions:

  • Where is Middletown, Connecticut located?
    • Situated along the Connecticut River, the town of Middletown, Connecticut is located approximately fifteen miles from the city of Hartford and boasts numerous things for visitors to do who want to escape from the larger, bustling city.
  • What educational institution is located in Middletown?
    • Home to one of the top liberal arts colleges in the United States, Wesleyan University, Middletown offers many attractions, including several cultural and historic attractions, along with state parks, scenic ranches, zipline adventures, and many other outdoor activities.
  • What attractions and activities are available in Middletown?
    • The town is also home to museums, the arts, and great restaurants.

Best Time to Visit Parks in Middletown, CT

  • May to September – Warm weather, perfect for hiking, picnics, and outdoor activities.
  • June & July – Peak summer months with vibrant greenery and family-friendly fun.
  • April & October – Shoulder season with mild temps and fewer crowds.
  • November to March – Cooler months offering peaceful walks and occasional snowfall.
  • Late May – Ideal time for blooming flowers and pleasant spring weather.

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